Bad Bet Stories

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Infinite Scroll

Have Fun!

by leftie on Jul 30, 2019
Toys & Masturbation

Have fun... For this you'll need a vibrator and a willingness to follow instructions. It has to be a multispeed one with at least three speeds. More will work though I've just gone with 'low', 'medium' and 'high'. This might take a while too, so the first thing you need to do is find some time to yourself, where you can lie back on the bed or sofa or where...

Staff Development Meetings Ch. 1-4

by story_time on Sep 13, 2017
Erotic Couplings

Introduction As a school teacher at an elementary school in a well-to-do neighborhood, Allison had always felt lucky to be able to do something she loved and have a work schedule that allowed her plenty of time to enjoy herself and, when the time was right, plenty of time to raise her own children. In fact, the only problem initially had been the lack of o...

Casino

by Buffffy on Sep 12, 2017
Group Sex

After our wonderful visits in NY, you decided to come visit me on the coast. Any visit to the coast naturally necessitates a visit to the casinos. I took you to the most beautiful one for our special night. Our first stop was for dinner. It has several nice restaurants, but you wanted to spoil me and so you took me to the best. I was wearing a gauzy sundres...

Porn Job

by Penny_Tralia on Sep 1, 2017
Group Sex

I needed a job so I took it. Iā€™d never worked for a porno film company, but what the hell, it was a job and I needed the money. My boss, David was nice enough. Never made any kind of pass at me and never made any sexual comments to me, so it was just like working in any office. Except that the people coming in were all porno stars or had something to do with...

A Woman's Wager

by andtheend on Sep 13, 2017
Transsexuals & Crossdressers

A man who lost a bet must dress as a woman and discovers he likes it. "Pardon me, Madam," said Ed trying to hustle his shopping cart down the aisle by a very large woman. With her carriage blocking one side of the aisle, she was hunched over a shelf with her big ass blocking the other side of the aisle. When the woman turned to move her carriage out of the...

Lose Bet and Be My Slave Ch. 01

by andrew_b on Sep 15, 2017
BDSM

A quick introduction to our main characters; firstly, we have Andrew, 20 years old,, 5' 3'', brown hair, blue eyes and a kinky alter ego hiding behind a quiet exterior. Then there's Emma, 18, 6' 0'', blonde hair, and stunning blue eyes. She was your stereotypical virgin; super shy, super quiet, and super hot. The pair were close throughout their childhood, a...

Eagles Country

by riverboy on Feb 13, 2018
Group Sex

This is the story of a doctor's office nurse who goes to a Super Bowl party. It was written quickly in order to get it out in a timely manner. It's basically a first draft, so please ignore any mistakes that made it through. ā€” I had a date for the super bowl. It turned out to be a one night stand. That's kind of a bummer, because I liked the guy and I'm a...

The Bridge Club Ch. 13

by AspernEssling on Sep 12, 2017
Romance

Our date at the Library Cafe went well. She dressed casually, and wore very little makeup, but to me she looked phenomenal. I was afraid that we would be awkward together, but Christina was completely natural. We talked about books, our college days, and the best and worst professors we had had. I steered clear of a few topics: sex, old boyfriends or old gir...

A Wild Hold'em Game

by nastystoryguy on Sep 14, 2017
BDSM

In somewhat of a departure from my usual style, the first part of this story is a long intro, in fact there is no sex of any sort in parts 1 or 2. Part 1 is about a poker game. If you find the poker part uninteresting you can skip over it. Any readers who enjoy Hold'em though, will probably like that part. Do be sure to read the details of the crazy bet at t...

Breaking Balls

by balboa_rain on Sep 15, 2017
Loving Wives

"Yeah, I called you a gagger, Ron! You never get a hit when we need it, and that error in the third inning let in three of their runs!" "Give me a fucking break. You're always looking to pin reasons for losing on someone else! Why not try looking in the mirror for a change? Who's got a higher average, huh?" The party was still going on around us as Tony an...